Hydrochloric Acid → HCID 86751599, compound

Participants

Reaction Steps

Methyl (2S,3S) 3-amino-2-mercapto-3-(2-fluorophenyl)propionate hydrochloride may be prepared in a similar manner to that described in Example 1E, but starting with 8.2 g of methyl (2RS,3S)-3-tert-butoxycarbonylamino-2-mercapto-3-(2-fluorophenyl)propionate and 20 ml of a methanolic 5N solution of hydrochloric acid. Stirring is continued for 3 h at a temperature in the region of 20° C. and the reaction medium is then concentrated to dryness under reduced pressure at 30° C. The residue obtained is beaten in 20 ml of ethyl acetate. The solid obtained is separated out by filtration and air-dried. 2.3 g of methyl (2S,3S) 3-amino-2-mercapto-3-phenylpropionate hydrochloride are thus obtained in the form of a white solid melting at 172° C. After evaporation of the filtrate, 1.8 g of methyl (2RS,3S)-3-amino-2-mercapto-3-phenylpropionate hydrochloride are also isolated, in the form of a white solid which is used without further purification in the subsequent syntheses.

Provenance & Evidence